1207961-49-6

Basic information

• Product Name: 2-(4-Chloro-2-Methoxy-6-Methyl-Phenyl)-4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolane
• Synonyms: 2-(4-Chloro-2-Methoxy-6-Methyl-Phenyl)-4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolane;1,3,2-Dioxaborolane, 2-(4-chloro-2-methoxy-6-methylphenyl)-4,4,5,5-tetramethyl-;2-(4-Chloro-2-Methoxy-6-Methyl-Phenyl)-4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolane(WX632001);(4-CHLORO-2-METHOXY-6-METHYLPHENYL)BORONIC ACID PINACOL ESTER
• CAS NO: 1207961-49-6
• Molecular Formula: C₁₄H₂₀BClO₃
• Molecular Weight: 282.5708
• Mol File: 1207961-49-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 375.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2-(4-Chloro-2-Methoxy-6-Methyl-Phenyl)-4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Chloro-2-Methoxy-6-Methyl-Phenyl)-4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolane(1207961-49-6)
• EPA Substance Registry System: 2-(4-Chloro-2-Methoxy-6-Methyl-Phenyl)-4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolane(1207961-49-6)

Safety Data

• Hazardous Substances Data: 1207961-49-6(Hazardous Substances Data)

Usage

Chemical Class

The compound belongs to the class of dioxaborolane compounds.

Usage

It is used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and other organic compounds.

Reactivity

It is commonly used as a reagent in the Suzuki-Miyaura cross-coupling reaction, a widely used method for forming carbon-carbon bonds in organic synthesis.

Stability

It is known for its high stability.

Structure

It has a tetramethyl-substituted boron atom, which provides it with increased stability and reactivity compared to other boron compounds.

Substituents

Its chloro and methoxy substituents contribute to its reactivity and make it a valuable tool in organic chemistry.

Upstream product

• 1150617-68-7 5-chloro-2-iodo-1-methoxy-3-methylbenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 1150617-61-0 5-chloro-2-iodo-1-methyl-3-nitrobenzene 
• 1150617-63-2 5-chloro-2-iodo-3-methylphenylamine 
• 1150617-66-5 5-chloro-2-iodo-3-methylphenol 
• 570-24-1 2-Methyl-6-nitroaniline 
• 62790-50-5 4-chloro-2-methyl-6-nitrophenylamine 

Downstream Products

• 1207961-50-9 4-chloro-2-hydroxy-6-methylphenylboronic acid 
• 1207961-32-7 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide 
• 1207961-33-8 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2-difluoropropyl)amide 
• 1207961-48-5 2-amino-4-(4-chloro-2-hydroxy-6-methylphenyl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester 
• 1207961-61-2 2-amino-4-{4-chloro-2-[2-(4-fluoro-pyrazol-1-yl)-ethoxy]-6-methyl-phenyl}-5,7-dihydro-pyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester 
• 1207961-60-1 4-{4-chloro-2-[2-(4-fluoro-pyrazol-1-yl)-ethoxy]-6-methyl-phenyl}-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine 

Relevant articles and documents

Optimization of potent, selective, and orally bioavailable pyrrolodinopyrimidine-containing inhibitors of heat shock protein 90. Identification of development candidate 2-amino-4-{4-chloro-2-[2-(4-fluoro-1h- pyrazol-1-yl)ethoxy]-6-methylphenyl}-n-(2,2-difluoropropyl)-5, 7-dihydro-6h-pyrrolo[3,4-d]pyrimidine-6-carboxamide

Figure Presented. A novel class of heat shock protein 90 (Hsp90) inhibitors was discovered by high-throughput screening and was subsequently optimized using a combination of structure-based design, parallel synthesis, and the application of medicinal chemistry principles. Through this process, the biochemical and cell-based potency of the original HTS lead were substantially improved along with the corresponding metabolic stability properties. These efforts culminated with the identification of a development candidate (compound 42) which displayed desired PK/PD relationships, significant efficacy in a melanoma A2058 xenograft tumor model, and attractive DMPK profiles.